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Datadog is seeking a Regional Director of Enterprise Sales to lead and manage a high-performing team of Enterprise Sales Executives in Japan. This role combines strategic leadership, team management, and hands-on sales execution to drive new business and expansion bookings across the region.
You will manage, hire, train, and ramp a team of Enterprise Sales Executives responsible for new and expansion bookings, with accountability for achieving annual Enterprise bookings quota with monthly and quarterly targets. You'll develop your team on key productivity metrics including deal size, win rate, and forecast accuracy, while coaching them through building executive relationships with Named Enterprise accounts and navigating complex Enterprise deals and negotiations.
Key responsibilities include shaping the go-to-market strategy and execution for your region, collaborating with Marketing, Product, and Success teams to build targeted messaging and customer journey mapping tailored to regional business needs, conducting weekly forecast meetings, and supporting direct reports by participating in and leading client and prospect meetings.
You will be based in Osaka with regular travel to Tokyo (approximately twice monthly, working from the Tokyo office for several days per visit), travel within Japan for customer meetings, and international travel to the US or APAC region up to four times per year for internal events and business needs.
Datadog is the leading observability and security platform for the AI era, providing unified visibility across the technology stack. The company is trusted globally by Fortune 500 companies and high-growth AI leaders.
Qualifications:
- Experienced in managing a high-performing Enterprise Sales team for a B2B technology company
- 5+ years of overall Enterprise sales experience working with Fortune 1000 companies
- Strong relationship builder with confidence in managing complex sales processes involving multiple stakeholders, negotiations on pricing based on business value, legal, and procurement
- Knowledgeable in selling to C-level executives in the IT space
- Experienced in setting quotas and managing people against those quotas
- Passionate about coaching others with a successful track record as an individual contributor; able to share relevant and complex closing experience with a growing team
- Ability to travel to Tokyo approximately twice per month and work from the Tokyo office for several days per visit
- Ability to travel within Japan, including to the Osaka area, for customer meetings and business needs
- Ability to travel internationally to the US or within APAC region up to four times per year
